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H.UPMANN

H.UPMANN

History of H.UPMANN

These mild to medium bodied cigars have a very smooth and subtle flavor that has been its hallmark since its introduction in 1844. A great favorite among aficionados, the history of this brand began around 1840, when Herman Upmann, banker and almost fanatical cigar enthusiast, offered to open a branch of his family-owned bank in Havana Cuba. In 1844, he (not surprisingly) invested in a cigar factory, and from then until 1922, the company traded as both a bank and a cigar business. In that year, both companies failed, and a British firm, J. Frankau & Co., saved the brand and ran the cigar factory until 1935. It was then sold to the newly-founded Menendez y Garcia Company. And so it was that a legend was re-born. Characteristically, Upmanns offer a smooth, subtle, mild to medium smoke. These cigars are great for beginners, but appeal to the day-time tastes of seasoned connoisseurs. Their larger sizes are among the most rare and sought-after cigars in the world.

H.UPMANN Sir Winston Gran Reserva - 2017

Sir Winston Gran Reserva - 2017
Sir Winston Gran Reserva - 2017
  • Ring Gauge: 47
  • Cigar length: 178 mm / 7.01'
  • Vitola: Churchill

Rolled from meticulously aged Cuban tobacco harvested in 2011, the Sir Winston Gran Reserva lives up to its legendary namesake with effortless charm and refinement.


At 7 inches long with a 47-ring gauge, this Julieta No. 2 delivers a slow, elegant burn, revealing a tapestry of flavors that feels like a masterclass in balance. Imagine notes of milk chocolate, leather, and coffee swirling with hints of sweet citrus and earth, all wrapped in a creamy finish that lingers just long enough. As it burns, subtle layers of spice, berries, and caramel join the mix, creating a dance of flavors that never overwhelms, only enchants.


From the cold draw to the final puff, this cigar exudes sophistication. The deep reddish-brown wrapper, adorned with a sleek black and gold Gran Reserva band, signals the level of care poured into every detail. And with only 5,000 boxes ever produced, it’s not just rare—it’s unforgettable.


Light this up when the moment calls for something extraordinary but never pretentious. It's the kind of cigar that feels like an old friend—one you’ll want to revisit again and again.


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